Structure–Function Relationship in Ester Hydrogenation Catalyzed by Ruthenium CNN-Pincer Complexes,Organometallics

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Structure–Function Relationship in Ester Hydrogenation Catalyzed by Ruthenium CNN-Pincer Complexes
Organometallics ( IF 2.5 ) Pub Date : 2018-09-17 , DOI: 10.1021/acs.organomet.8b00470
Linh Le ₁ , Jiachen Liu ₁ , Tianyi He ₁ , Daniel Kim ₁ , Eric J. Lindley ₁ , Tia N. Cervarich ₁ , Jack C. Malek ₁ , John Pham ₁ , Matthew R. Buck ₁ , Anthony R. Chianese ₁

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A series of six pincer–ruthenium complexes has been synthesized and applied in the catalytic hydrogenation of esters. The ruthenium complexes have the formula Ru(pincer)HCl(CO), where the CNN-pincer ligands feature N-heterocyclic carbene (NHC), pyridine, and dialkylamino donor groups. Through systematic variation of the steric bulk of the NHC substituent and the amine substituents, a clear structure–function relationship emerges. The most active catalysts in this series feature the bulkiest NHC substituent employed, 2,6-diisopropylphenyl. For the dialkylamino group, catalysts substituted with isopropyl or ethyl groups were the most active, while catalysts substituted with methyl groups were significantly less active. The most active catalyst discovered catalyzes the complete hydrogenation of a range of esters at loadings of 0.05–0.2 mol %.

中文翻译：

钌CNN-Pincer配合物催化酯加氢中的结构-功能关系

已经合成了一系列六种pin-钌配合物，并将其应用于酯的催化加氢中。钌配合物的分子式为Ru（pincer）HCl（CO），其中CNN-pincer的配体具有N-杂环卡宾（NHC），吡啶和二烷基氨基供体基团。通过NHC取代基和胺取代基的空间体积的系统变化，出现了清晰的结构-功能关系。该系列中活性最高的催化剂具有使用的最大的NHC取代基2，6-二异丙基苯基。对于二烷基氨基基团，被异丙基或乙基取代的催化剂活性最高，而被甲基基团取代的催化剂活性低得多。发现的活性最高的催化剂在0.05-0.2 mol％的负载量下催化一系列酯的完全氢化。

更新日期：2018-09-18

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